Search Results - "Bogdan, Andrew R."
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Synthesis of 5-Iodo-1,2,3-triazole-Containing Macrocycles Using Copper Flow Reactor Technology
Published in Organic letters (05-08-2011)“…A new macrocyclization strategy to synthesize 12- to 31-membered 5-iodo-1,2,3-triazole-containing macrocycles is described. The macrocycles have been generated…”
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2
Efficient Access to New Chemical Space Through Flow-Construction of Druglike Macrocycles Through Copper-Surface-Catalyzed Azide-Alkyne Cycloaddition Reactions
Published in Chemistry : a European journal (27-12-2010)“…A series of 12‐ to 22‐membered macrocycles, with druglike functionality and properties, have been generated by using a simple and efficient copper‐catalyzed…”
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3
The Use of Copper Flow Reactor Technology for the Continuous Synthesis of 1,4‐Disubstituted 1,2,3‐Triazoles
Published in Advanced synthesis & catalysis (01-04-2009)“…A library of 1,4‐disubstituted 1,2,3‐triazoles was synthesized using a copper flow reactor. Organic azides, generated in situ from alkyl halides and sodium…”
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4
Greener Approaches to Organic Synthesis Using Microreactor Technology
Published in Chemical reviews (01-06-2007)“…A review of the application of microreactor technology on organic synthesis is presented. Microreactors can provide increased safety and a potential for…”
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5
The Continuous-Flow Synthesis of Ibuprofen
Published in Angewandte Chemie International Edition (26-10-2009)“…Let relief flow forth! A three‐step, continuous‐flow synthesis of ibuprofen was accomplished using a simplified microreactor. By designing a synthesis in which…”
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6
Strained Cyclophane Macrocycles: Impact of Progressive Ring Size Reduction on Synthesis and Structure
Published in Journal of the American Chemical Society (01-02-2012)“…The synthesis, X-ray crystal structures, and calculated strain energies are reported for a homologous series of 11- to 14-membered drug-like cyclophane…”
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7
Comparison of diffusion coefficients for matched pairs of macrocyclic and linear molecules over a drug-like molecular weight range
Published in Organic & biomolecular chemistry (26-10-2011)“…The diffusion coefficients of a series of closely matched pairs of macrocyclic and linear molecules have been compared using NMR spectroscopy. The macrocyclic…”
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Emerging Trends in Flow Chemistry and Applications to the Pharmaceutical Industry
Published in Journal of medicinal chemistry (25-07-2019)“…The field of flow chemistry has garnered considerable attention over the past 2 decades. This Perspective highlights many recent advances in the field of flow…”
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9
Improving Solid-Supported Catalyst Productivity by Using Simplified Packed-Bed Microreactors
Published in Angewandte Chemie International Edition (01-01-2007)“…Going with the flow: Packed‐bed microreactors are formed from polymeric tubing and a resin‐supported catalyst. By using supported catalysts in flow systems,…”
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10
A General Approach to Creating Soluble Catalytic Polymers Heterogenized in Microcapsules
Published in Organic letters (16-08-2007)“…A general method for preparing site-isolated polymeric catalysts is presented. Linear chloromethyl and azide polymers have been sequestered within polyurea…”
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11
Pd‐PEPPSI‐IPent‐SiO2: A Supported Catalyst for Challenging Negishi Coupling Reactions in Flow
Published in Angewandte Chemie International Edition (16-10-2017)“…A silica‐supported precatalyst, Pd‐PEPPSI‐IPent‐SiO2, has been prepared and evaluated for its proficiency in the Negishi cross‐coupling of hindered and…”
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12
Evaluation of Chemically-Cleavable Linkers for Quantitative Mapping of Small Molecule-Cysteinome Reactivity
Published in ACS chemical biology (20-09-2019)“…Numerous reagents have been developed to enable chemical proteomic analysis of small molecule-protein interactomes. However, the performance of these reagents…”
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13
Expanding the Medicinal Chemist Toolbox: Comparing Seven C(sp2)–C(sp3) Cross-Coupling Methods by Library Synthesis
Published in ACS medicinal chemistry letters (09-04-2020)“…Despite recent advances in the field of C(sp2)–C(sp3) cross-couplings and the accompanying increase in publications, it can be hard to determine which method…”
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14
Synthesis of Fused Pyrimidinone and Quinolone Derivatives in an Automated High-Temperature and High-Pressure Flow Reactor
Published in Journal of organic chemistry (20-01-2017)“…Fused pyrimidinone and quinolone derivatives that are of potential interest to pharmaceutical research were synthesized within minutes in up to 96% yield in an…”
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15
Nucleophilic aromatic substitution of heterocycles using a high-temperature and high-pressure flow reactor
Published in Tetrahedron letters (02-03-2016)“…[Display omitted] We report herein a high-temperature and high-pressure continuous-flow protocol to carry out nucleophilic aromatic substitution (SNAr) of…”
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16
High-Temperature Boc Deprotection in Flow and Its Application in Multistep Reaction Sequences
Published in Organic letters (15-04-2016)“…A simplified Boc deprotection using a high-temperature flow reactor is described. The system afforded the qualitative yield of a wide variety of deprotected…”
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A New Flow Methodology for the Expedient Synthesis of Drug-Like 3-Aminoindolizines
Published in Advanced synthesis & catalysis (17-09-2012)“…A flow‐based synthesis of diversely functionalized indolizines and their aza‐analogues is described. These drug‐like heterocycles were generated via a tandem…”
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18
Pd-PEPPSI-IPent-SiO 2 : A Supported Catalyst for Challenging Negishi Coupling Reactions in Flow
Published in Angewandte Chemie International Edition (16-10-2017)“…A silica-supported precatalyst, Pd-PEPPSI-IPent-SiO , has been prepared and evaluated for its proficiency in the Negishi cross-coupling of hindered and…”
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19
Use of Bifunctional Ureas to Increase the Rate of Proline-Catalyzed α-Aminoxylations
Published in Journal of organic chemistry (20-02-2009)“…The rate of the proline-catalyzed α-aminoxylation of aldehydes is significantly increased in the presence of a bifunctional urea. Structure−activity…”
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20
Microencapsulated Linear Polymers: “Soluble” Heterogeneous Catalysts
Published in Journal of the American Chemical Society (16-08-2006)“…A new strategy for supporting catalysts based on the microencapsulation of linear polymers is presented. In this paper, we present a DMAP capsule that is…”
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